3-azidopropyl 2-O-benzoyl-4-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside

Base Information

• Chemical Name: 3-azidopropyl 2-O-benzoyl-4-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside
• CAS No.: 913060-97-6
• Molecular Formula: C₆₅H₅₉N₃O₁₇
• Molecular Weight: 1154.19
• Mol file: 913060-97-6.mol

Synonyms:3-azidopropyl 2-O-benzoyl-4-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside

Chemical Property of 3-azidopropyl 2-O-benzoyl-4-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-azidopropyl 2-O-benzoyl-4-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside

There total 11 articles about 3-azidopropyl 2-O-benzoyl-4-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 60.0%

3-azidopropyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(9-fluorenylmethoxycarbonyl)-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside (913060-96-5) → 3-azidopropyl 2-O-benzoyl-4-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside (913060-97-6)

Guidance literature:

With borane-THF; di-n-butylboryl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1021/ja0629817

Reference yield:

3-azidopropyl 6-O-trityl-β-D-galactopyranoside (913061-13-9) → 3-azidopropyl 2-O-benzoyl-4-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside (913060-97-6)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 18 h / 20 °C

2: 2.37 g / FeCl₃*6H₂O / CH₂Cl₂ / 6 h / 20 °C

3: 79 percent / silver triflate; 4 Angstroem molecular sieves; N-iodosuccinimide / CH₂Cl₂ / -20 - 20 °C

4: 60 percent / BH₃*THF; Bu₂BOTf / CH₂Cl₂ / 2 h / 0 °C

With pyridine; N-iodo-succinimide; borane-THF; 4 A molecular sieve; di-n-butylboryl trifluoromethanesulfonate; silver trifluoromethanesulfonate; iron(III) chloride; In dichloromethane;

DOI:10.1021/ja0629817

Reference yield:

3-azidopropyl 2,3,4-tri-O-benzoyl-β-D-galactopyranoside (913060-94-3) → 3-azidopropyl 2-O-benzoyl-4-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside (913060-97-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / silver triflate; 4 Angstroem molecular sieves; N-iodosuccinimide / CH₂Cl₂ / -20 - 20 °C

2: 60 percent / BH₃*THF; Bu₂BOTf / CH₂Cl₂ / 2 h / 0 °C

With N-iodo-succinimide; borane-THF; 4 A molecular sieve; di-n-butylboryl trifluoromethanesulfonate; silver trifluoromethanesulfonate; In dichloromethane;

DOI:10.1021/ja0629817

upstream raw materials:

3-azidopropyl 2-O-benzoyl-4,6-O-benzylidene-3-O-(9-fluorenylmethoxycarbonyl)-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-β-D-galactopyranoside

3-azidopropyl 6-O-trityl-β-D-galactopyranoside

3-azidopropyl 2,3,4-tri-O-benzoyl-β-D-galactopyranoside

phenyl 4,6-O-benzylidene-3-O-(9-fluorenylmethoxycarbonyl)-1-thio-β-D-galactopyranoside